A wonderful heartbreak song

Breakup songs to listen to at Christmas: timeless tracks to soothe your time alone

Accompanist / Piano Instructoryuri
Accompanist pianist × piano instructor × web writer. I began piano lessons at age four and, inspired by my piano teacher, decided to pursue music. I went on to specialized music programs in high school and university, where I discovered the appeal of accompanying instrumentalists and singers. Currently, alongside teaching piano, I work mainly in my home region of Aichi as an accompanist for flute, voice, choir, and more. Through lessons, my students often introduce me to trending songs, and my hobby is trying anything on the piano—Japanese and Western pop, commercial jingles, and beyond. Since 2021, I’ve also been active as a web writer, covering music and a variety of other genres.
Keyboard playerSAKI
I’ve been playing the Electone since I was six, mainly performing Disney music, anime songs, and music from dramas and films. I post performance videos on YouTube and social media, and I also give concerts. Building on my Electone experience, I took up synthesizer and piano during my student years and performed at school-sponsored events. As a writer, I’ve covered not only music-related topics but a wide range of genres, so I hope to draw on my experience to deliver articles that make readers think, “I want to try that!” or “I want to listen to that!”

Introducing heartbreak songs you’ll want to listen to at Christmas!

Christmas comes once a year.

Some people spend a wonderful holiday with their partner, while others find themselves alone for various reasons—like not being able to see the person they like or having broken up with their significant other.

In this article, we’ve gathered songs about Christmas heartbreak: tracks that will make you cry and songs that keep you company during solo time.

If you’re thinking, “I want to listen to tear-jerking Christmas songs,” or “I want to know the perfect heartbreak songs for Christmas,” be sure to check these out!

Breakup songs to listen to at Christmas: timeless tracks to soothe your solo time (51–60)

Christmas Eve RapKICK THE CAN CREW

Christmas Eve RAP (with lyrics)

Christmas Eve RapKICK THE CAN CREW

A single by KICK THE CAN CREW released in 2001 that samples Tatsuro Yamashita’s “Christmas Eve.” It drew attention for its style of laying rap over a backing track you hear around Christmas.

This version is also becoming something of a standard.

It’s arguably perfect for karaoke or as a cover choice.

Since it really shines only during the Christmas season, make sure to keep it on your radar!

Raise the rankinglower

Report a problem

A Lonely ChristmasTHE toraburyū

THE Toraburyu & Clarence Clemons — Lonely Christmas ~ Alone at X’mas PV 1993

A Lonely ChristmasTHE toraburyū

A band known for their heartrending songs, THE Toraburyu (THE Tora-Buryu), brings us “Lonely Christmas.” As the title suggests, it’s a breakup song themed around spending Christmas alone.

While taking in the festive holiday scenery, the lyrics capture the feelings of a man thinking about a woman far away in a long-distance relationship—something many of us can relate to.

Raise the rankinglower

Report a problem

MIDNIGHT FLIGHT – Lonely Christmas EveHamada Shogo

Midnight Flight – A Lonely Christmas Eve Shogo Hamada

MIDNIGHT FLIGHT - Lonely Christmas EveHamada Shogo

If you’re looking for a slightly connoisseur-leaning Christmas song that resonates with a man’s heart, I recommend “MIDNIGHT FLIGHT – Hitoribocchi no Christmas Eve.” It appears on the 1985 mini-album “CLUB SNOWBOUND,” a collection of winter songs, which was later released on CD together with the summer edition “CLUB SURF.” This Christmas song portrays the poignant feelings of a man seeing off his girlfriend as she departs on a late-night flight.

It’s perfect for those moments when you couldn’t quite convey your feelings.

Its subtly nostalgic vibe reportedly recreates a ’60s-style oldies pop sound.

Masakazu Itakura’s arrangement is wonderful; the beautiful yet ephemeral sonic texture is made for Christmas night.

Shōgo Hamada’s emotion-rich vocals further heighten the sentimentality.

Raise the rankinglower

Report a problem

I can’t say “Merry Christmas.”Inagaki Junichi

Junichi Inagaki - I Can't Say 'Merry Christmas'

I can’t say “Merry Christmas.”Inagaki Junichi

When it comes to male singers of Christmas ballads, Junichi Inagaki comes to mind.

Released in 2001, “Merry Christmas ga Ienai” was widely seen at the time with him singing while playing the drums.

This song, however, forgoes drums and gently conveys a man’s feelings in a classic Christmas ballad style.

Inagaki’s uniquely sweet and soft voice tenderly tells a story of heartbreak.

Raise the rankinglower

Report a problem

Breakup songs to listen to at Christmas: timeless tracks to soothe your solo time (61–70)

Loser’s Merry X’masYamane Yasuhiro

Loser's Merry X’mas

Loser's Merry X'masYamane Yasuhiro

It’s a bittersweet, melancholy Christmas song included on singer-songwriter Yasuhiro Yamane’s 1993 album “BACK TO THE TIME.” The lyrics portray a man spending Christmas alone while still pining for his ex, and at the same time depict streets filled with happy couples.

That contrast heightens the sense of heartache.

I’m sure many listeners will relate to the lyrics, so I encourage not only those who remember the era but also younger listeners to give it a listen.

Raise the rankinglower

Report a problem

A lonely Christmas nightYU-A

YU-A “A Lonely X’mas Night” MV Short Ver

A lonely Christmas nightYU-A

As the title suggests, this one also sings about my feelings as I prepare for Christmas alone, thinking of the person I broke up with.

Putting myself in that situation, I think it expresses a very lonely and painful feeling.

A bittersweet, sad Christmas…

Realizing there are others who feel the same and are feeling down gave me a little comfort.

It’s a masterpiece—please give it a listen.

Raise the rankinglower

Report a problem

In conclusion

We introduced some Christmas breakup songs.

Did you find one that could soothe your loneliness? Since they’re breakup songs, many are bittersweet, but some end on a hopeful note.

Once your heartbreak has healed, try finding a new love for next Christmas.